Round: 23 Ground: Hardcourt outdoor
| ATP Washington | 2014/07/30 00:55 | Blaz Kavcic v Benjamin Becker | 3-6,6-7 |
| Challenger Vicenza | 2014/05/27 11:55 | Gonzalo Lama v Blaz Kavcic | 6-1,6-2 |
| Davis Cup | 2014/04/04 09:00 | Blaz Kavcic v Amir Weintraub | 6-4,5-7,3-6,6-3,4-6 |
| ATP Washington | 2014/08/02 19:00 | Donald Young v Milos Raonic | 4-6,5-7 |
| ATP Washington | 2014/08/01 17:00 | Kevin Anderson v Donald Young | 6-3,6-7,2-6 |
| ATP Washington | 2014/07/31 22:00 | Denis Istomin v Donald Young | 3-6,6-3,3-6 |
| ATP Washington | 2014/07/30 20:00 | Donald Young v Julien Benneteau | 6-4,6-3 |
| ATP Washington | 2014/07/28 21:25 | Yuichi Sugita v Donald Young | 4-6,6-4,4-6 |
| ATP Newport | 2014/07/07 19:20 | Donald Young v Sam Groth | 6-7,2-6 |
| Wimbledon | 2014/06/23 17:10 | Donald Young v Benjamin Becker | 4-6,3-6,4-6 |
| Challenger Tallahassee | 2014/05/03 15:00 | Donald Young v Frank Dancevic | 4-6,4-6 |